Bag, Sayan Kumar and Jana, Subhendu and Mondal, Bijan and Roy, Subha and Thakur, Arunabha (2024) Click generated photochromic naphthalenediimide-dithienylethene diad: Application in deciphering secret codes. INORGANICA CHIMICA ACTA, 571: 122226. ISSN 0020-1693, 1873-3255
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Photochromic molecules with efficient fluorescence switching capability remain a core research interest among the scientific community for the application in security technologies and anti-counterfeiting measures. A dithienylethene-naphthalene diimide diad was designed and synthesized using Cu(I) catalysed click reaction between a fluorescent core substituted naphthalene diimide (cNDI) and photochromic dithienylethene (DTE) molecule, which demonstrated excellent photocyclization (ksolution = 0.0359 s-1, ksolid = 0.0122 s-1) and photocycloreversion (ksolution = 0.01737 s-1, ksolid = 0.00456 s-1) dynamics with high fluorescence quantum yield (5o Phi F = 0.39, PSS Phi F = 0.05). The fluorescence property of the molecule was switched 'on-off' by UV and visible light irradiation respectively via Fo<spacing diaeresis>rster resonance energy transfer (FRET) mechanism in solution state as well as in solid state, which was further corroborated with DFT studies. In view of efficient fluorescence switching behaviour and high fatigue resistance properties (25 cycles), the molecule was successfully applied in secret code encryption-decryption purposes using barcode demonstrating real-life applicability of the molecule in security technologies.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | Photochromic molecule; Dithienylethene; Naphthalenediimide; Fluorescence switching; Anticounterfeiting |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Anorganische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 04 Dec 2025 05:37 |
| Last Modified: | 04 Dec 2025 05:37 |
| URI: | https://pred.uni-regensburg.de/id/eprint/64413 |
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